Our Leaders

Lenita Digby Williams is an innovative and trusted leader with a broad range of expertise and proven success in systems optimization, strategic sales, marketing solutions, finance, legal and human resources. Lenita determines the strategic direction of the company to drive brand recognition, increase corporate valuation and develop comprehensive planning through analytical research, critical thinking and focused strategies. As the holder of Digby’s Private Security Contractor, Private Detective and Fingerprint Vendor licenses, Lenita’s oversight ensures that Digby’s remains in compliance with the Illinois Department of Financial and Professional Regulations. Her leadership has been a key catalyst of the growth of Digby’s and of Digby’s being selected to receive the prestigious World Business Chicago’s CASE program 2015 Business of the Year award. In 2017, the Chicago Defender also recognized Lenita personally as a “Woman of Excellence”. Lenita holds a Master of Business Administration from DePaul University and a Bachelor of Arts degree in Business Administration from Clark Atlanta University.

Kenneth Robinson is a forward thinking and cost-effective executive with a proven track record of continuous success in leading/managing financial processes, operations, consulting, developing teams, and executing/implementing strategic business solutions. His role at Digby’s involves working closely with the leadership team to develop and execute strategies for all aspects of the company. He is an integral part of Digby’s continuous improvement initiatives for service delivery and manages various financial functions that support and ensure quality service to our clients. Before joining Digby Detective and Security Agency as General Manager, Kenneth served as Director of Nonprofit & Foundation Banking for Urban Partnership Bank (UPB), where he had P/L responsibility for one-third of the bank’s revenues. He sits on the Board of Directors of The Converge Cornerstone Loan Fund and The Chicagoland Christian Sports Conference. He also served on the Board of Trustees for The DuSable Museum of African American History and as Chairman of the Audit Committee. Ken holds a Bachelor degree in Economics from Florida A&M University and received his MBA degree from Northwestern University‘s Kellogg Graduate School of Management. Ken joined Digby’s in 2017.

Derrill joined Digby’s Detective & Security Agency, Inc. as a Watch Commander in November of 1993 with the responsibilities of handling shift operations. He was in command of the Field Supervisors, employee inspections, managing daily activities & dispersing assignments/schedules. Derrill later worked as a Field Marshall where he was charged with management oversight of the operations department in the absence of the Operations Manager. While in this position Derrill managed Watch Commanders and Field Supervisors in addition to working with customers to ensure their satisfaction, answer questions or resolve complaints. Derrill’s educational background is in accounting/finance so when a position opened, he spent the majority of his DDSA career overseeing the internal management of the company’s financial records. Derrill was Digby’s liaison between, auditors, governmental and contractual agencies whenever needed for nearly 20 years. With the retiring of DDSA’s only other Operations Manager Earl Smith, Derrill has stepped in to ensure stability within the department. Derrill continues to provide the foundational balance taught to him by Earl Smith, as well as, his uncle and Founder Robert L. Digby. Derrill possesses a unique understanding of balancing the old with the new under the current leadership team.